(1R,3R,4S,7S,8S,10R)-1,10-dimethoxy-4-phenylmethoxy-2,5,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-ol | 1170680-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3R,4S,7S,8S,10R)-1,10-dimethoxy-4-phenylmethoxy-2,5,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-ol
• CAS: 1170680-42-8
• 化学式: C₂₀H₂₈O₇
• 分子量: 380.438
• InChiKey: UPQVHZXJLIACHA-AXGBLAMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1R,3R,4S,7S,8S,10R)-1,10-dimethoxy-4-phenylmethoxy-2,5,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-ol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以96%的产率得到
  参考文献：
  名称：

  Catalytic asymmetric epoxidation of alkenes with arabinose-derived ketones containing a cyclohexane-1,2-diacetal

  摘要：

  The effect of diol blocking groups, cyclohexane-1,2-diacetal verses butane-1,2-diacetal, on the asymmetric epoxidation of trans- and cis-alkenes by arabinose-derived ketones is reported. The ketone catalysts with a cyclohexane-1,2-acetal display similar asymmetric induction as those catalysts with a butane-1,2-diacetal in most cases. For (E)-1-benzyloxy-4-hexene, the ee of the enantioselective epoxidation has reached 61% with the cyclohexane-1,2-dineopentyl acetal ketone catalyst. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.039
• 作为产物：
  描述：

  1,1,2,2-四甲氧基环己烷 、 苄基-Β-L-吡喃阿拉伯糖苷 在 camphor-10-sulfonic acid 、 原甲酸三甲酯 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以51%的产率得到(1R,3R,4S,7S,8S,10R)-1,10-dimethoxy-4-phenylmethoxy-2,5,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-ol
  参考文献：
  名称：

  Catalytic asymmetric epoxidation of alkenes with arabinose-derived ketones containing a cyclohexane-1,2-diacetal

  摘要：

  The effect of diol blocking groups, cyclohexane-1,2-diacetal verses butane-1,2-diacetal, on the asymmetric epoxidation of trans- and cis-alkenes by arabinose-derived ketones is reported. The ketone catalysts with a cyclohexane-1,2-acetal display similar asymmetric induction as those catalysts with a butane-1,2-diacetal in most cases. For (E)-1-benzyloxy-4-hexene, the ee of the enantioselective epoxidation has reached 61% with the cyclohexane-1,2-dineopentyl acetal ketone catalyst. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.039

文献信息

• Catalytic asymmetric epoxidation of alkenes with arabinose-derived ketones containing a cyclohexane-1,2-diacetal
  作者：Tony K.M. Shing、To Luk

  DOI：10.1016/j.tetasy.2009.02.039

  日期：2009.5

  The effect of diol blocking groups, cyclohexane-1,2-diacetal verses butane-1,2-diacetal, on the asymmetric epoxidation of trans- and cis-alkenes by arabinose-derived ketones is reported. The ketone catalysts with a cyclohexane-1,2-acetal display similar asymmetric induction as those catalysts with a butane-1,2-diacetal in most cases. For (E)-1-benzyloxy-4-hexene, the ee of the enantioselective epoxidation has reached 61% with the cyclohexane-1,2-dineopentyl acetal ketone catalyst. (C) 2009 Elsevier Ltd. All rights reserved.